IP Library Granted Patent US 12,018,139
Granted Patent B2
US 12,018,139 · App. 16/770,169 · Granted Jun 25, 2024

Use of a mixture of organic peroxides for crosslinking a polyolefin elastomer

Inventors: Jean-Pierre Disson (Vernaison, FR); Chao Lu (Changshu Jiangsu, CN)
Assignee: Arkema France
C08K5/14H01L31/0481H01L31/18C08G18/86C08K2201/014C08K2201/019C08L83/04
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Quick Facts
Patent No.
US 12,018,139
App. No.
16/770,169
Granted
Jun 25, 2024
Kind
B2
Abstract

The present invention concerns the use of a mixture of organic peroxides for crosslinking a polyolefin elastomer (POE), in particular intended to be used in photovoltaic applications. The invention also relates to a crosslinkable composition comprising at least one polyolefin elastomer (POE) and at least one mixture of organic peroxides. The present invention also concerns a method for preparing a material made from polyolefin elastomer (POE), preferably an encapsulating material or a sealing agent, in particular for photovoltaic cells, comprising a step of crosslinking a crosslinkable composition as defined previously.

Claims (38)

1. A mixed organic peroxide composition for use in crosslinking a polyolefin elastomer, the composition comprising:

at least one monoperoxycarbonate conforming to the formula (I):

wherein in formula (I) R 1 represents an alkyl radical comprising a number of carbon atoms of less than or equal to 6, and R 2 represents an alkyl radical, and

at least one monoperoxycarbonate, conforming to the formula (II):

wherein in formula (II) R 1 represents an alkyl radical comprising a number of carbon atoms of greater than or equal to 7, and R 2 represents an alkyl radical,

wherein the polyolefin elastomer is a copolymer of ethylene and at least one alpha-olefin.

2. The composition as claimed in claim 1 , wherein the composition comprises strictly less than 0.4% by weight of a tert-alkyl hydroperoxide, calculated relative to 100 parts by weight of a mixture of monoperoxycarbonate of formula (I) and monoperoxycarbonate of formula (II).

3. The composition as claimed in claim 1 , wherein the polyolefin elastomer is selected from the group consisting of ethylene/propylene copolymers, ethylene/1-butene copolymers, ethylene/1-hexene copolymers, ethylene/1-octene copolymers, ethylene/styrene copolymers, ethylene/propylene/1-octene copolymers, ethylene/propylene/1-butene copolymers, ethylene/1-butene/1-octene copolymers, and ethylene/1-butene/styrene copolymers.

4. The composition as claimed in claim 1 , wherein the polyolefin elastomer is selected from the group consisting of linear and uniformly branched copolymers of ethylene and alpha-olefin.

5. The composition as claimed in claim 1 , wherein, in the formula (I), R 1 is a C 2 -C 5 alkyl radical.

6. The composition as claimed in claim 1 , wherein, in the formula (I), R 2 is a C 1 -C 10 alkyl radical.

7. The composition as claimed in claim 1 , wherein the monoperoxycarbonate of formula (I) is selected from the group consisting of tert-amylperoxy isopropyl monocarbonate (TAIC), tert-butylperoxy isopropyl monocarbonate (TBIC), tert-octylperoxy isopropyl monocarbonate (TOIC), and tert-hexylperoxy isopropyl monocarbonate (THIC).

8. The composition as claimed in claim 1 , wherein, in the formula (II), R 1 is a C 7 -C 10 alkyl radical.

9. The composition as claimed in claim 1 , wherein, in the formula (II), R 2 is a C 1 -C 10 alkyl radical.

10. The composition as claimed in claim 1 , wherein the monoperoxycarbonate of formula (II) is selected from the group consisting of OO-tert-amyl O-(2-ethylhexyl) monoperoxycarbonate (TAEC), OO-tert-butyl O-(2-ethylhexyl) monoperoxycarbonate (TBEC), OO-tert-octyl O-(2-ethylhexyl) monoperoxycarbonate (TOEC), and OO-tert-hexyl O-(2-ethylhexyl) monoperoxycarbonate (THEC).

11. The composition as claimed in claim 1 , wherein the mass ratio between the monoperoxycarbonate of formula (I) and the monoperoxycarbonate of formula (II) varies in the range from 1:99 to 70:30.

12. A crosslinkable composition comprising:

at least one polyolefin elastomer, which is a copolymer of ethylene and at least one alpha-olefin,

at least one monoperoxycarbonate of formula (I) as defined in claim 1 ,

at least one monoperoxycarbonate of formula (II) as defined in claim 1 ;

the composition comprising preferably strictly less than 0.4% by weight of a tert-alkyl hydroperoxide, calculated relative to 100 parts by weight of the mixture of monoperoxycarbonate of formula (I) and monoperoxycarbonate of formula (II).

13. The crosslinkable composition as claimed in claim 12 , wherein the amount of monoperoxycarbonates of formulae (I) and (II) is less than or equal to 3 parts by weight per 100 parts by weight of the polyolefin elastomer.

14. The crosslinkable composition as claimed in claim 12 , wherein it further comprises at least one coagent other than an organic peroxide.

15. The composition as claimed in claim 1 , wherein the composition is devoid of a tert-alkyl hydroperoxide present in an amount of from 0.4 to less than 4% by weight, calculated relative to 100 parts by weight of a mixture of monoperoxycarbonate of formula (I) and monoperoxycarbonate of formula (II), particularly calculated relative to 100 parts by weight of the total monoperoxycarbonate content of the composition.

16. The composition as claimed in claim 1 , wherein the composition is devoid of a tert-alkyl hydroperoxide.

17. A method for producing a material, comprising (a) at least one step of crosslinking a crosslinkable composition as defined in claim 12 .

18. The method as claimed in claim 17 , wherein the material is selected from the group consisting of an encapsulating material.

19. The method as claimed in claim 17 , wherein the crosslinking step (a) is implemented at a temperature of from 130 to 250° C.

20. The method as claimed in claim 17 , further comprising a step (a′) prior to and/or simultaneous with step (a), wherein step (a′) is selected from the group consisting of molding, extrusion, and injection-molding of the crosslinkable composition.

21. A material comprising at least one polyolefin elastomer, obtainable by the method as defined in claim 17 .

22. A method for producing a photovoltaic module, comprising:

(i) at least one step of laminating an assembly comprising in succession:

a first, transparent layer forming the front face of a photovoltaic module,

a layer obtained from the crosslinkable composition as defined in claim 12 ,

a plurality of solar cells disposed side by side and connected electrically to one another,

a layer obtained from the crosslinkable composition as defined in claim 12 ,

a second layer or a multilayer assembly forming the rear face (or backing) of the module; and

(ii) at least one step of pressing the layers laminated together during step (i).

Assignments (2)
CHANGE OF ADDRESS Recorded Jul 4, 2025
From: ARKEMA FRANCE
To: ARKEMA FRANCE
Reel/Frame 071814/0739 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 6, 2020
From: DISSON, JEAN-PIERRE; LU, CHAO
To: ARKEMA FRANCE
Reel/Frame 053982/0812 →